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1.
Azo compounds were conveniently reduced by a system consisting of Sm/TiCl4 to produce aniline anions. This anion species reacted smoothly with aliphatic acyl chlorides or acid anhydrides to afford corresponding amides under mild and neutral conditions.  相似文献   

2.
Benzylzirconocene intermediate, which was readily prepared by a reaction of o-alkoxymethylstyrene with `Cp2Zr' under mild conditions, reacted with acyl chlorides in the presence of a catalytic amount of CuBr-SMe2 to give ketone derivatives in moderate to good yields.  相似文献   

3.
In this paper, eight aryl substituted α, β‐unsaturated acyl hydrazides undergo efficient oxidation to α,β‐unsaturated acyl azo compounds using NaNO2‐acetic anhydride under mild conditions with excellent yields.  相似文献   

4.
《Tetrahedron》2003,59(27):4967-4971
Once oxidofunctionalised organolithium compounds 1 (easily prepared by reductive ring opening of isochroman and phthalan by DTBB-catalysed lithiation) were transmetallated with ZnBr2/CuCN·2LiCl and reacted successively with a carboxylic acid anhydride and an acyl chloride in THF at 0°C, the corresponding differently acylated compounds 4 were obtained after hydrolysis with water. The anhydride performed the O-acylation exclusively and the acyl chloride carried out the C-acylation.  相似文献   

5.
In this article a rapid and facile method for synthesis of acyl azide is described. The cross-linked poly(N-methyl-4-vinylpyridinium) azide ion, [P4-VP]N3 is prepared and used as an efficient polymeric reagent for synthesis of acyl azides from acyl halides at room temperature under heterogeneous conditions. Various benzoyl halides, with electron-withdrawing groups as well as electron-donating groups, were transformed into the corresponding benzoyl azides in high to excellent yields in short reaction times. The acyl azide products were characterized by FT-IR, and some of them were also characterized by 1H-and/or 13C-NMR spectroscopy, and physical properties were compared to literature values of known compounds. The spent polymeric reagents can be regenerated and reused for several times without losing their activity. Relative to the reported methods, the present method has the advantages of operational simplicity, mild reaction conditions, fast reaction rates, simple reaction work-up and lower hazardous and potentially explosive nature. Also the present method is the first procedure for the synthesis of acyl azides from acyl halides by using a polymer-supported azide ion under heterogeneous conditions.  相似文献   

6.
The uranium-carbon σ bond of the methyltris(hexamethyldisilylamido)uranium, [(SiMe3)2N]3UCH3, was poorly reactive towards carbon monoxide insertion, but reacted readily with isocyanides, aliphatic nitriles and carbonyl compounds (aldehydes and ketones).“Acidic” hydrogens reacted under mild conditions; secondary amines gave the tetraamido compounds [(SiMe3)2N]3UNR2 and metallic hydrides gave the binuclear compounds with an isocarbonyl linkage.  相似文献   

7.
Summary. The preparation of N-acylsulfonamides is described using primary amines, arylsulfonyl chlorides and acyl chlorides. Reaction of primary aryl amines with arylsulfonyl chlorides in the presence of NaHCO3 produced N-arylsulfonamides, which reacted in situ with benzoyl chloride furnishing the corresponding N-benzoyl-N-arylsulfonamides in 72–96% yields. Accordingly, 4-nitrobenzoyl chloride and 3,5-dinitrobenzoyl chloride were used as acylating agents. All the reactions were carried out under solvent-free conditions at room temperature and the products were isolated after simple work-up in high yields and purity.  相似文献   

8.
Hirokatsu Nagura 《Tetrahedron》2010,66(1):183-10631
Electron-deficient olefins like α,β-unsaturated ester, amide, and phosphonate reacted with iodonium cation species generated by the anodic oxidation of iodide anion in Et3N-5HF/CH3NO2 to form corresponding iodofluorinated compounds in good to moderate yields. The reaction proceeds at room temperature under air atmosphere and constant current conditions. The iodofluorinated products were shown to be useful fluorine-containing building blocks.  相似文献   

9.
Various 1,3-dicarbonyl compounds reacted readily with benzylic and propargylic alcohols in the presence of 10 mol % of phosphomolybdic acid supported on silica gel (PMA/SiO2) under mild reaction conditions to produce 2-benzylic- and 2-propargylic-1,3-dicarbonyl compounds in excellent yields and with high selectivity.  相似文献   

10.
Acyl group migration affects the synthesis, isolation, manipulation and purification of all acylated organic compounds containing free hydroxyl groups, in particular carbohydrates. While several isolated studies on the migration phenomenon in different buffers have been reported, comprehensive insights into the overall migration process in different monosaccharides under similar conditions have been lacking. Here, we have studied the acyl migration in different monosaccharides using five different acyl groups by a combination of experimental, kinetic and theoretical tools. The results show that the anomeric configuration in the monosaccharide has a major influence on the migration rate, together with the relative configurations of the other hydroxyl groups and the nature of the migrating acyl group. Full mechanistic model, based on computations, demonstrates that the acyl migration proceeds through an anionic stepwise mechanism with linear dependence on the [OH] and the pKa of the hydroxyl group toward which the acyl group is migrating.  相似文献   

11.
RfI(Ph)OSO2CF3 or RfI(Ph)OSO3H smoothly reacted with various trimethylsilyl enol ethers under mild conditions to give α-(perfluoroalkyl) carbonyl and γ=(perfluoroalkyl)-α,β-unsaturated carbonyl compounds in high yields.  相似文献   

12.
Bo Wang  Jie Tang 《Tetrahedron》2009,65(27):5409-5412
Highly efficient synthesis of capsaicin analogues was developed using condensation of vanillylamine with acyl chlorides in a biphase H2O/CHCl3 system under mild conditions. For C4-C18 aliphatic or aromatic acyl chlorides, the yields were up to 93-96% with high purity after a simple work-up procedure, and only 1-1.16 equiv of acyl chloride was needed in the reaction.  相似文献   

13.
Unsymmetrical α -diketones have been obtained via cross coupling of acyltins with acyl halides under PdCl2(PPh3)2 catalysis while symmetrical α -diketones have been readily obtained via “in situ” formation of acyltins using hexabutylditin and acyl chlorides under similar experimental conditions.  相似文献   

14.
《Tetrahedron letters》1986,27(37):4441-4444
Various unsymmetrical secondary or tertiary alcohols have been prepared in high yields by an efficient one-pot procedure involving the acylation of an organomanganese reagent by an acyl chloride and addition to the ketone formed of various organometallic compounds (RLi, RmgX, LiAlH4, NaBH4. The complexation of the intermediate ketone by the metallic salts present in the reaction mixture allows to perform the 1–2 addition step under exceptionally mild conditions (0 to 20°C).  相似文献   

15.
Indoles are an important structural motif that is commonly found in biologically active molecules. In this work, conditions for divergent couplings between imidamides and acceptor–acceptor diazo compounds were developed that afforded NH indoles and 3H‐indoles under ruthenium catalysis. The coupling of α‐diazoketoesters afforded NH indoles by cleavage of the C(N2)?C(acyl) bond whereas α‐diazomalonates gave 3H‐indoles by C?N bond cleavage. This reaction constitutes the first intermolecular coupling of diazo substrates with arenes by ruthenium‐catalyzed C?H activation.  相似文献   

16.
A variety of 1,2-amino alcohol diesters 1 reacted smoothly with diethyl chlorophosphate under basic conditions to afford the corresponding 1,2-amino phosphate diesters 2 in excellent yields. These compounds served as useful precursors for subsequent nucleophilic attack by alcohols in an SN2 fashion to provide 1,2-amino ether diesters 3.  相似文献   

17.
Acylzirconocene chloride complex as an acyl group donor reacts with ω-carbonyl α,β-enones or with bis-enones to give carbocyclic compounds under 10 mol% Pd(OAc)2-catalyzed conditions, and each reaction was accelerated by the addition of a stoichiometric amount of Me2Zn. The formation of the carbocycles from ω-carbonyl α,β-enones was considered to be a result of a series of reactions; (i) the formation of Pd(II)-intermediate by an electron transfer from the Pd(0)-catalyst to an α,β-enone function in an initial step, (ii) an acyl group transfer from the acylzirconocene complex to the Pd(II)-intermediate (transmetalation), (iii) the reductive elimination of Pd(0)-metal, and (iv) an intramolecular addition of metal enolate to ω-carbonyl group. On the other hand, the reaction of bis-enones with acylzirconocene chloride under the identical condition afforded reductive cyclization product, bicyclo[3.3.0] octane derivatives, in which acyl group from acylzirconocene complex was not incorporated.  相似文献   

18.
2‐Tosyloxybenzaldehyde 1 was reacted with some active methylene compounds as 1:1 or 1:2 molar ratio under different basic conditions to afford the corresponding 2‐tosyloxyarylidenes 2–4 and/or 2‐tosyloxyphenylpyridine 5 , respectively. Multicomponent reaction of 2‐tosyloxyarylidene 2 and AcONH4 with active methylene compounds namely: malononitrile, ethyl acetoacetate, ethyl benzoylacetate, 1,3‐benzothiazol‐2‐ylacetonitrile, acetophenones or 3‐acetylheterocycle derivatives in methanol gave 2‐tosyloxyphenylpyridine derivatives 8 – 17 , respectively. The structures of new compounds were elucidated by elemental and spectral analysis.  相似文献   

19.
Acylation of 3-methyl-2-azafluorene under various conditions yielded the enol forms of its (C(9) acyl derivatives, whereas the ketol form was also isolated in the case of the p-nitrobenzoyl derivative. The character of the compounds formed in the reaction of 3-methyl-2-azafluorene with benzoyl chloride and acetic anhydride is discussed.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 963–967, July, 1976.  相似文献   

20.
A convenient methodology has been developed for the selective removal of the anomeric acyl group of carbohydrate derivatives using HClO4-SiO2 under acidic reaction conditions. Anomeric benzoyl groups can also be removed selectively following similar reaction conditions. The yields were excellent in all cases.  相似文献   

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